Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 40, 2016
Previous Article Next Article

Benzoannelated aza-, oxa- and azaoxa[8]circulenes as promising blue organic emitters

Author affiliations


In the present work, we studied the synergetic effect of benzoannelation and NH/O-substitution for enhancing the absorption intensity in a series of novel designed benzoannelated aza- and oxa[8]circulenes. Semi-empirical estimations of the fluorescence rate constants allowed us to determine the most promising fluorophores among all the possible benzoannelated aza-, oxa- and mixed azaoza[8]circulenes. Among them, para-dibenzoannelated [8]circulenes demonstrated the most intense light absorption and emission due to the prevailing role of the linear acene chromophore. Calculated φfl values are in complete agreement with experimental data for a number of already synthesized circulenes. Thus, we believe that the most promising circulenes designed in this study can demonstrate an intensive fluorescence in the case of their successful synthesis, which in turn could be extremely useful for the fabrication of future blue OLEDs. Special attention is devoted to the aromaticity features and peculiarities of the absorption spectra for the two highly-symmetrical (D4h ground state symmetry) π-isoelectronic species as well as the so-called tetrabenzotetraaza[8]circulene and tetrabenzotetraoxa[8]circulene molecules. Both of them are characterized by rich electronic spectra, which can be assigned only by taking into account the vibronic coarse structure of the first electronic absorption band; the 0–1 and 0–2 transitions were found to be active in the absorption spectrum in complete agreement with experimental data obtained for both energy and intensity. The corresponding promotive vibrational modes have been determined and their vibronic activity estimated using the Franck–Condon approximation.

Graphical abstract: Benzoannelated aza-, oxa- and azaoxa[8]circulenes as promising blue organic emitters

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 May 2016, accepted on 09 Sep 2016 and first published on 12 Sep 2016

Article type: Paper
DOI: 10.1039/C6CP03060B
Citation: Phys. Chem. Chem. Phys., 2016,18, 28040-28051

  •   Request permissions

    Benzoannelated aza-, oxa- and azaoxa[8]circulenes as promising blue organic emitters

    G. V. Baryshnikov, R. R. Valiev, N. N. Karaush, V. A. Minaeva, A. N. Sinelnikov, S. K. Pedersen, M. Pittelkow, B. F. Minaev and H. Ågren, Phys. Chem. Chem. Phys., 2016, 18, 28040
    DOI: 10.1039/C6CP03060B

Search articles by author